CN113030288A - Gas chromatography analysis method of 3-chloropropionyl chloride - Google Patents
Gas chromatography analysis method of 3-chloropropionyl chloride Download PDFInfo
- Publication number
- CN113030288A CN113030288A CN202011427130.5A CN202011427130A CN113030288A CN 113030288 A CN113030288 A CN 113030288A CN 202011427130 A CN202011427130 A CN 202011427130A CN 113030288 A CN113030288 A CN 113030288A
- Authority
- CN
- China
- Prior art keywords
- chloropropionyl chloride
- sample
- gas
- gas chromatograph
- analysis method
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Images
Classifications
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
- G01N30/04—Preparation or injection of sample to be analysed
- G01N30/06—Preparation
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
- G01N30/60—Construction of the column
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
- G01N30/60—Construction of the column
- G01N30/6052—Construction of the column body
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
- G01N30/62—Detectors specially adapted therefor
- G01N30/64—Electrical detectors
- G01N30/68—Flame ionisation detectors
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
- G01N30/86—Signal analysis
- G01N30/8624—Detection of slopes or peaks; baseline correction
- G01N30/8631—Peaks
- G01N30/8634—Peak quality criteria
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
- G01N30/88—Integrated analysis systems specially adapted therefor, not covered by a single one of the groups G01N30/04 - G01N30/86
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
- G01N30/04—Preparation or injection of sample to be analysed
- G01N30/06—Preparation
- G01N2030/067—Preparation by reaction, e.g. derivatising the sample
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
- G01N30/88—Integrated analysis systems specially adapted therefor, not covered by a single one of the groups G01N30/04 - G01N30/86
- G01N2030/8809—Integrated analysis systems specially adapted therefor, not covered by a single one of the groups G01N30/04 - G01N30/86 analysis specially adapted for the sample
- G01N2030/884—Integrated analysis systems specially adapted therefor, not covered by a single one of the groups G01N30/04 - G01N30/86 analysis specially adapted for the sample organic compounds
- G01N2030/8845—Integrated analysis systems specially adapted therefor, not covered by a single one of the groups G01N30/04 - G01N30/86 analysis specially adapted for the sample organic compounds involving halogenated organic compounds
Landscapes
- Analytical Chemistry (AREA)
- Physics & Mathematics (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- General Physics & Mathematics (AREA)
- Immunology (AREA)
- Pathology (AREA)
- Quality & Reliability (AREA)
- Engineering & Computer Science (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention provides a gas chromatographic analysis method of 3-chloropropionyl chloride, which comprises the steps of putting a 3-chloropropionyl chloride sample into a container, adding methanol for esterification and shaking up, introducing a sample after derivatization, separating and detecting the introduced sample by a gas chromatograph to obtain a gas chromatogram, and calculating the content percentage of the 3-chloropropionyl chloride by an area normalization method. The method adopts the FFAP capillary chromatographic column, analyzes the result obtained by the FID detector through an area normalization method, has the advantages of high detection speed, accurate result, simplicity, convenience and practicability, can accurately detect the contents of 3-chloropropionic acid and 3-chloropropionyl chloride in the prepared 3-chloropropionyl chloride product, and can effectively prolong the service life of the chromatographic column.
Description
Technical Field
The invention relates to a gas chromatographic analysis method, in particular to a gas chromatographic analysis method of 3-chloropropionyl chloride, belonging to the technical field of analytical chemistry.
Background
3-chloropropionylChlorine, also known as beta-chloropropionyl chloride, is one of the important downstream products of acrylic acid and has a molecular formula of C3H4Cl2O, the molecular structural formula is:
the relative molecular weight is 126.97, the boiling point is 143-145 ℃, the relative density is 1.33, the reaction is violent when meeting water, and the organic solvent is easy to dissolve in alcohol, ether, chloroform and the like. In the organic synthesis industry, 3-chloropropionyl chloride is a fine chemical intermediate with wide application, and is mainly used in the fields of pesticides, medicines, organic synthesis and the like. 3-chloropropionyl chloride is mainly used for synthesizing a medicament for treating the central nervous system in medicine: such as antiepileptic drug N-benzyl-3-chloropropionamide, antiinflammatory analgesic clidanac, spasmolytic drug Prochlorazole, etc.; and respiratory drugs: such as the antitussive oxolamine, the antiarrhythmic-molsizine (also known as moraxezine), etc.
Because the 3-chloropropionyl chloride reacts immediately when meeting water, the existing liquid chromatography analysis method adopted for determining the purity of the 3-chloropropionyl chloride has the defects of long analysis period, complex operation, poor parallelism and the like, and a detection analysis method with convenient operation and small error is urgently needed to effectively detect and improve the purity of the 3-chloropropionyl chloride product.
Disclosure of Invention
The invention aims to overcome the defects of the existing 3-chloropropionyl chloride detection and analysis method and provides a 3-chloropropionyl chloride gas chromatography analysis method with long service life and high accuracy of a chromatographic column.
The technical solution of the invention is as follows: the gas chromatographic analysis of 3-chloropropionyl chloride specifically comprises the following steps:
1) putting a 3-chloropropionyl chloride sample in a container, adding methanol for esterification and shaking up, and performing derivatization and sample injection;
2) separating and detecting the sample injection through a gas chromatograph to obtain a meteorological chromatogram;
3) calculating the content percentage of 3-chloropropionyl chloride by an area normalization method;
the separation detection working conditions of the gas chromatograph are as follows:
a chromatographic column: HT-FFAP capillary column of 30m × 0.32mm × 0.33 um;
carrier gas pressure: 70 kPa; hydrogen pressure: 50 kPa; air pressure: 50 kPa;
detector temperature: 280 ℃; vaporization chamber temperature: 280 ℃; column temperature: 120 ℃;
the split ratio is as follows: 10: 1; sample introduction amount: 0.2 uL.
The gas chromatograph is of the model GC-2014 and is provided with a FID detector and a split/splitless sample injector.
The carrier gas is nitrogen.
The step 3) specifically comprises the following steps: when the instrument is stable and the error of two continuous sample injection needles is less than 1%, taking the average value to calculate the content of 3-chloropropionyl chloride; the calculation formula of the 3-chloropropionyl chloride content is as follows:
wherein X% represents the percentage of 3-chloropropionyl chloride content, AiThe peak areas of the respective components in the sample are shown.
Compared with the prior art, the invention has the advantages that: the method adopts a FFAP (Free Fatty Acid Phase) capillary chromatographic column, analyzes the result obtained by detecting by using a FID (Flame Ionization Detector) through an area normalization method, has the advantages of high detection speed, accurate result, simplicity, convenience and practicability, can accurately detect the content of 3-chloropropionic Acid and 3-chloropropionyl chloride in the prepared 3-chloropropionyl chloride product, and can effectively prolong the service life of the chromatographic column.
Drawings
FIG. 1 is a gas chromatogram for sample detection in example 1 of the present invention.
FIG. 2 is a gas chromatogram for sample detection in example 2 of the present invention.
FIG. 3 is a gas chromatogram for sample detection in example 3 of the present invention.
In the figure, A is a solvent, B is 3-chloropropionyl chloride, and C is 3-chloropropionic acid.
Detailed Description
The technical scheme of the invention is further explained by combining the drawings and the embodiment. The embodiments described below with reference to the drawings are illustrative and intended to be illustrative of the invention and should not be construed as limiting the invention.
Example 1
1) The instrument comprises the following steps: GC-2014 gas chromatograph, FID detector, split/no-split sample injector;
2) gas chromatography conditions: HT-FFAP capillary column of 30m × 0.32mm × 0.33 um; carrier gas pressure: 70 kPa; hydrogen pressure: 50 kPa; air pressure: 50 kPa; detector temperature: 280 ℃; vaporization chamber temperature: 280 ℃; column temperature: 120 ℃; the split ratio is as follows: 10: 1; sample introduction amount: 0.2 uL.
3) The determination step comprises:
A. preparation of sample derivatives: taking about 5ml of 3-chloropropionyl chloride sample, adding methanol into a 25ml container with a plug, esterifying, and shaking up;
B. sample injection analysis: sampling 0.2uL of sample, and calculating the content of 3-chloropropionyl chloride by taking the average value when the error of two continuous sampling needles is less than 1% after the instrument is stable;
C. and (4) calculating a result: FIG. 1 is a gas chromatogram for sample detection, in which A is solvent, B is 3-chloropropionyl chloride, and C is 3-chloropropionic acid. The finally measured 3-chloropropionyl chloride content was 99.60% calculated by area normalization.
Example 2
1) The instrument comprises the following steps: GC-2014 gas chromatograph, FID detector, split/no-split sample injector;
2) gas chromatography conditions: HT-FFAP capillary column of 30m × 0.32mm × 0.33 um; carrier gas pressure: 70 kPa; hydrogen pressure: 50 kPa; air pressure: 50 kPa; detector temperature: 280 ℃; vaporization chamber temperature: 280 ℃; column temperature: 120 ℃; the split ratio is as follows: 10: 1; sample introduction amount: 0.1 uL.
3) The determination step comprises:
A. preparation of sample derivatives: taking about 5ml of 3-chloropropionyl chloride sample, adding methanol into a 25ml container with a plug, esterifying, and shaking up;
B. sample injection analysis: sampling 0.1uL of sample, and calculating the content of 3-chloropropionyl chloride by taking the average value when the error of two continuous sampling needles is less than 1% after the instrument is stable;
C. and (4) calculating a result: FIG. 2 is a gas chromatogram of sample detection, in which A is solvent, B is 3-chloropropionyl chloride, and C is 3-chloropropionic acid. The finally measured 3-chloropropionyl chloride content was 99.53% calculated by area normalization.
Example 3
1) The instrument comprises the following steps: GC-2014 gas chromatograph, FID detector, split/no-split sample injector;
2) gas chromatography conditions: HT-FFAP capillary column of 30m × 0.32mm × 0.33 um; carrier gas pressure: 70 kPa; hydrogen pressure: 50 kPa; air pressure: 50 kPa; detector temperature: 280 ℃; vaporization chamber temperature: 280 ℃; column temperature: 120 ℃; the split ratio is as follows: 10: 1; sample introduction amount: 0.3 uL.
3) The determination step comprises:
A. preparation of sample derivatives: taking about 5ml of 3-chloropropionyl chloride sample, adding methanol into a 25ml container with a plug, esterifying, and shaking up;
B. sample injection analysis: sampling 0.3uL of sample, and calculating the content of 3-chloropropionyl chloride by taking the average value when the error of two continuous sampling needles is less than 1% after the instrument is stable;
C. and (4) calculating a result: FIG. 3 is a gas chromatogram for sample detection, in which A is solvent, B is 3-chloropropionyl chloride, and C is 3-chloropropionic acid. The finally measured 3-chloropropionyl chloride content was 99.57% as calculated by area normalization.
The above description is only for the preferred embodiment of the present invention, but the scope of the present invention is not limited thereto, and any person skilled in the art should be considered to be within the technical scope of the present invention, and the technical solutions and the inventive concepts thereof according to the present invention should be equivalent or changed within the scope of the present invention.
Claims (9)
1. A gas chromatography analysis method of 3-chloropropionyl chloride specifically comprises the following steps:
1) putting a 3-chloropropionyl chloride sample in a container, adding methanol for esterification and shaking up, and performing derivatization and sample injection;
2) separating and detecting the sample injection through a gas chromatograph to obtain a meteorological chromatogram;
3) calculating the content percentage of 3-chloropropionyl chloride by an area normalization method;
the method is characterized in that a chromatographic column adopted by the gas chromatograph is a 30m multiplied by 0.32mm multiplied by 0.33um HT-FFAP capillary column.
2. The gas chromatographic analysis method of 3-chloropropionyl chloride according to claim 1, characterized in that the gas chromatograph has the model of GC-2014 and is provided with a FID detector and a split/splitless sample injector.
3. The method of claim 2, wherein the gas chromatograph has a carrier gas pressure of 70kPa, a hydrogen pressure of 50kPa, and an air pressure of 50 kPa.
4. The method of claim 2, wherein the gas chromatograph has a detector temperature of 280 ℃ and a vaporization chamber temperature of 280 ℃.
5. The method of claim 1, wherein the column temperature of the chromatographic column is 120 ℃.
6. The gas chromatographic analysis method of 3-chloropropionyl chloride according to claim 2, characterized in that the split ratio of the gas chromatograph is 10: 1.
7. The method of claim 2, wherein the sample size of the gas chromatograph is 0.2 uL.
8. The method of claim 3, wherein the carrier gas of the gas chromatograph is nitrogen.
9. The gas chromatography analysis method of 3-chloropropionyl chloride according to claim 1, characterized in that the step 3) specifically comprises the following steps:
when the instrument is stable and the error of two continuous sample injection needles is less than 1%, taking the average value to calculate the content of 3-chloropropionyl chloride;
the calculation formula of the 3-chloropropionyl chloride content is as follows:
wherein X% represents the percentage of 3-chloropropionyl chloride content, AiThe peak areas of the respective components in the sample are shown.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202011427130.5A CN113030288A (en) | 2020-12-09 | 2020-12-09 | Gas chromatography analysis method of 3-chloropropionyl chloride |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202011427130.5A CN113030288A (en) | 2020-12-09 | 2020-12-09 | Gas chromatography analysis method of 3-chloropropionyl chloride |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN113030288A true CN113030288A (en) | 2021-06-25 |
Family
ID=76459196
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202011427130.5A Pending CN113030288A (en) | 2020-12-09 | 2020-12-09 | Gas chromatography analysis method of 3-chloropropionyl chloride |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN113030288A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115144492A (en) * | 2022-06-24 | 2022-10-04 | 山东百诺医药股份有限公司 | Trace detection method for 3-chloropropionyl chloride in beta-chloropropiophenone |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110441446A (en) * | 2019-09-06 | 2019-11-12 | 湖南新领航检测技术有限公司 | A kind of method of effective detection 2- chlorpromazine chloride purity |
-
2020
- 2020-12-09 CN CN202011427130.5A patent/CN113030288A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110441446A (en) * | 2019-09-06 | 2019-11-12 | 湖南新领航检测技术有限公司 | A kind of method of effective detection 2- chlorpromazine chloride purity |
Non-Patent Citations (1)
| Title |
|---|
| ILPO 0.0.KORHONEN ET AL.: "GAS-LIQUID CHROMATOGRAPHIC ANALYSES OF CHLORINATION PRODUCTS OF PROPIONYL CHLORIDE", 《JOURNAL OF CHROMATOGRAPHY》 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115144492A (en) * | 2022-06-24 | 2022-10-04 | 山东百诺医药股份有限公司 | Trace detection method for 3-chloropropionyl chloride in beta-chloropropiophenone |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN104655751B (en) | A kind of detect the method for organic solvent residual in dapoxetine | |
| CN113030288A (en) | Gas chromatography analysis method of 3-chloropropionyl chloride | |
| CN110940764B (en) | Separation method of statin optical isomer | |
| CN104502477B (en) | Organic analytical approach in a kind of trichloroacetaldehyde Waste Sulfuric Acid | |
| CN110441446B (en) | Method for effectively detecting purity of 2-chloropropionyl chloride | |
| CN108445098B (en) | Analysis method for detecting impurities in vitamin A palmitate | |
| CN108152411B (en) | Method for detecting impurities in 3-amino-2-methyl crotonate | |
| CN112710762B (en) | Method for measuring residual quantity of dimethyl sulfate | |
| CN110221004A (en) | A kind of detection method and application of epoxychloropropane | |
| CN115792028A (en) | Detection method for related substances of diethyl malonate | |
| Bethea et al. | Gas chromatography. Effect of sample size on height of equivalent theoretical plate and retention volume | |
| CN108956805A (en) | A kind of derivative quantitative analysis method of chloracetyl chloride | |
| CN111855864B (en) | Gas chromatographic analysis method of dimethyl cyclopropyl ether and neopentyl glycol | |
| Roberts et al. | Determination of 2, 6-Di-tert-butyl-p-cresol and 2 (2´-Hydroxy-5´-methylphenyl) benzotriazole in Polystyrene by Gas Liquid Chromatography. | |
| CN109298122B (en) | Method for detecting purity of R-glyceraldehyde acetonide finished product | |
| CN112630362A (en) | Method for detecting concentration of DHA in blood of human body | |
| CN102759583B (en) | Assay method of content of aleuritic acid | |
| CN103033573B (en) | N-chloroformyl-N-[4-(trifluoromethoxy)phenyl]methyl carbamate content analysis method | |
| CN117147709A (en) | Rapid detection method for ethyl acetate content in petroleum ether-ethyl acetate mixed solvent and application thereof | |
| CN103616464B (en) | Quantitative analysis method for trimethyl orthoacetate | |
| CN105301160A (en) | Method for measuring chemical purity of clinofibrate midbody by adopting gas chromatography separation | |
| CN114577940A (en) | Purity analysis method of 2, 4-dichloro-3-cyano-5-fluorobenzoyl chloride | |
| CN114839289A (en) | Method for detecting flurbiprofen axetil related substances | |
| CN110514763A (en) | A kind of high-efficiency liquid chromatography method for detecting directly measuring Analysis of Formic acid Residual in methyl formate | |
| CN114660209A (en) | Method for determining content of benzene impurities in carbomer by using HS-GC external standard method |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20210625 |
|
| RJ01 | Rejection of invention patent application after publication |